The only rule I have related to OpenVPN is nat on $ext_if from 10.77.77/24 to any -> 209.223.236.162
I presume $ext_if is up before I get to the pf.conf load, or else I wouldn't have been able to ever run any rules! But I'll add the message capture (as suggested elsewhere in the thread) and schedule a reboot, and maybe that'll be enough to diagnose the problem.